18152-32-4

Basic information

• Product Name: 2,6-Octadiene, (E,Z)-
• CAS NO: 18152-32-4
• Molecular Formula: C8H14
• Molecular Weight: 110.199
• Mol File: 18152-32-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,6-Octadiene, (E,Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Octadiene, (E,Z)-(18152-32-4)
• EPA Substance Registry System: 2,6-Octadiene, (E,Z)-(18152-32-4)

Safety Data

• Hazardous Substances Data: 18152-32-4(Hazardous Substances Data)

Upstream product

• 73368-54-4 (E)-2-Octen-6-yne 
• 36306-56-6 crotylmagnesium bromide 
• 4784-77-4 (E)-1-Bromo-2-butene 
• 16327-44-9 Crotyllithium 
• 4894-61-5 trans-but-2-enyl chloride 
• 22032-77-5 (E)-crotylmagnesium chloride 
• 563-52-0 2-chloro-3-butene 

Relevant articles and documents

On the Regioselectivity of Coupling of Substituted Allyl Radicals. Steric Versus FMO Control

The photo-induced decomposition of substituted-homoallylic 4-nitrobenzenesulfenates produces substituted allyl radicals which undergo dimerization and coupling with the 4-nitrobenzenethiyl radical.The regioselectivity of the dimerization of the allyl redi

SPECIFIC ALLYLIC-ALLYLIC COUPLING PROCEDURES EFFECTED BY LIGAND-INDUCED ELIMINATION FROM DI(ALLYLIC)PALLADIUM SPECIES

Bis(allylic)palladium complexes can be induced to undergo reductive elimination by replacement of phosphine ligands in the system with ?-acidic ligands.The product 1,5-dienes, formed in high yield, are predominantly the 'head-to-head' coupled isomers.The bis(allylic)palladium intermediates may be formed by addition of an allylic Grignard or trialkyl(allylic)tin reagent to an(η3-allyl)palladium chloride complex, or by 1,3-diene condensation.The latter process leads to cyclodimerization, 'unusual' for palladium catalysed reactions.

Reaction Of Allylic Boron and Aluminium "Ate" Complexes with Organic Halides and Carbonyl Compounds. Trialkylboranes as Regio-, Stereo-, and Chemoselective Control Elements

Lithium allylic boron ate complexes, prepared by the addition of trilakylboranes to an ether solution of allylic lithium compounds, regioselectively react with allylic halides to produce head-to-tail 1,5-dienes (eq 1).The ate complexes are also prepared from the reaction of allylic boranes with alkyllithium derivatives.Magnesium or copper allylic boron ate complexes are less effective.Lithium crotyl boron ate complexes undergo a rapid reaction with aldehydes with good threoselectivity (eq 2).The selectivity is affected by the steric hindrance of trialkylboranes, as explained by the steric parameters of the 6-membered transition state.The ate complexes react with α,β-unsaturated ketones in a competitive manner of 1,2 and 1,4 addition, while they add to cinnamaldehyde exclusively in a 1,2 manner.The chemoselective aspects are only investigated. 1H and 13 C NMR spectra of lithium allylic boron ate complexes clearly indicate (i) the prevention of allylic rearrangement, (ii) the predominant trans geometry of the crotyl unit in comparison with the corresponding trivalent crotylboron, and (iii) the relative importance of ?-? conjugation between the double bond and the carbon-boron bond (eq 3).